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Nick Loper
24 years of side hustle advice in 41ish minutes.
Side Hustle Show Guest/Co-host
Starting with your driving motivation. A lot of people approach side hustles
Nick Loper
from the standpoint of, well, I want
Side Hustle Show Guest/Co-host
to make extra money, but what you
Nick Loper
need to do is kind of put yourself in the shoes of that annoyingly curious five year old and ask why?
Side Hustle Show Guest/Co-host
And then ask why again. Well, why do you want to make extra money?
Nick Loper
Well, I need a little extra breathing room in my budget, you know, that would make life a little more comfortable. Well, why?
Side Hustle Show Guest/Co-host
What do you want to do? Well, I want to pay off some debt. I want to maybe go on this family trip.
Nick Loper
Well, why?
Side Hustle Show Guest/Co-host
You know?
Nick Loper
Well, maybe eventually I want to be able to quit my job and be in more control of my calendar. Well, why? Well, I really value having autonomy over my time. And you start to drill down and you get more and more honest with yourself on why it's important to you. What do you really want and value? Because this is going to keep you
Side Hustle Show Guest/Co-host
going when times get tough in your
Nick Loper
side hustle, it's like, you see, it's hard. If it were easy, everybody would be doing it. And I think it's really important to
Side Hustle Show Guest/Co-host
know that driving motivation. Otherwise it's too easy to throw in the towel.
Nick Loper
And when you find a side hustle idea that strikes your fancy that is really inspiring, you got to understand that inspiration is temporary. So do everything you can to build some positive momentum as quickly as you
Side Hustle Show Guest/Co-host
can before that inspiration expires. Maybe that's registering that domain name. Maybe that is making an offer.
Nick Loper
Maybe that is putting a product up for sale, whatever. It is like taking important action.
Side Hustle Show Guest/Co-host
Because I think you'll find momentum breeds momentum and momentum breeds results.
Nick Loper
And results kind of is a virtuous
Side Hustle Show Guest/Co-host
cycle in that way. And so just recognize inspiration has.
Nick Loper
Or inspiration has an expiration date.
Side Hustle Show Guest/Co-host
And if you can take action before then, I think you're going to be quite a bit better off.
Nick Loper
And if you don't take action in time, also recognize. Look, business ideas are like buses.
Side Hustle Show Guest/Co-host
This is the Richard Branson line.
Nick Loper
There's always another one coming along, so
Side Hustle Show Guest/Co-host
don't stress if you missed. Missed the boat on one, because there's always something else coming along.
Nick Loper
When it comes to coming up with
Side Hustle Show Guest/Co-host
business ideas in the first place, you got to ask yourself, well, what are you obsessed with?
Nick Loper
And the reason I bring this up
Side Hustle Show Guest/Co-host
is it's hard to compete with somebody who's obsessed.
Nick Loper
And I'll give the example of, you
Side Hustle Show Guest/Co-host
know, credit card points and miles.
Nick Loper
Like, I like playing this game. I like signing up for new credit card bonuses. Traveling for free is a fun little life hack. But if I were to compete in this space as a content creator, I'm
Side Hustle Show Guest/Co-host
never going to compete with the points guy, with all the hacks, the people
Nick Loper
who really live and breathe this stuff
Side Hustle Show Guest/Co-host
day in and day out.
Nick Loper
Now, where I can compete, what I
Side Hustle Show Guest/Co-host
have been obsessed with for the last decade plus is side hustle ideas. Right?
Nick Loper
This was the same. It's kind of the same questions that
Side Hustle Show Guest/Co-host
I asked early on. Well, what do you never get tired of talking about?
Nick Loper
Well, I really love deconstructing these business ideas and finding and sharing creative ways to make extra money. Like, that really lights me up. I mean, it still does today, the
Side Hustle Show Guest/Co-host
way it did 12, 13 years ago.
Nick Loper
There's a lot of advice around following
Side Hustle Show Guest/Co-host
your passion, but I would argue if
Nick Loper
you don't have something you're undyingly passionate about and going back to the obsession thing, maybe you can follow your curiosity, because this is kind of what drives
Side Hustle Show Guest/Co-host
a lot of the content. In my case as well.
Nick Loper
I'm curious what would happen if we tested this or what would happen if we did this experiment. Like one example, just recently, I published
Side Hustle Show Guest/Co-host
an episode that was generated by AI
Nick Loper
and it was universally panned.
Side Hustle Show Guest/Co-host
The audience didn't love it.
Nick Loper
I thought it was super cool. I was excited by it. I found these side hustle case studies and stories, fed it into NotebookLM. It came back with this cool 17 minute back and forth. It was an experiment. The crowd has spoken.
Side Hustle Show Guest/Co-host
It wasn't a winner, so back to the drawing board on that.
Nick Loper
But it was something I was curious
Side Hustle Show Guest/Co-host
to play around with.
Nick Loper
And so if you can follow your curiosity and kind of be testing different things.
Side Hustle Show Guest/Co-host
I read at one point that Amazon
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is testing at any given point like
Side Hustle Show Guest/Co-host
a thousand different variables on their website, trying to eke out another 0.01% conversion
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rate or something because at their scale and volume that would be a significant
Side Hustle Show Guest/Co-host
bump to the bottom line, every little micro percentage.
Nick Loper
I don't think you need to go to that extreme, but you can kind of run these little experiments, these tests
Side Hustle Show Guest/Co-host
in your day to day life.
Nick Loper
Well, what would happen if I did this? And it kind of gives yourself permission to take a swing and say like, oh, if it doesn't work, it was just an experiment. And similarly like I had to shut down my Facebook content monetization experiment last month just because it was like, well, for the time that I'm putting into this, the results aren't what I would
Side Hustle Show Guest/Co-host
be hoping to get out.
Nick Loper
It's like, okay, hey, you gave it an honest try.
Side Hustle Show Guest/Co-host
You gave it the experiment. It didn't work. It was, you know, following that curiosity. If I ever come around with coming up with a kid's book, it would be mommy, where do business ideas come from?
Nick Loper
And the truth is that business ideas
Side Hustle Show Guest/Co-host
or money comes from solving problems, right?
Nick Loper
A business is just a repeatable system
Side Hustle Show Guest/Co-host
for solving a problem. So if you can put yourself in that mindset, like early on I probably
Nick Loper
googled like a lot of us have,
Side Hustle Show Guest/Co-host
you know, ways to make money online
Nick Loper
and what a lot of these listicles
Side Hustle Show Guest/Co-host
that you'll find and I've written some
Nick Loper
of them myself, they kind of dance around the issue of, well, the real
Side Hustle Show Guest/Co-host
money comes from solving problems.
Nick Loper
And I kind of stumbled into that
Side Hustle Show Guest/Co-host
with my first side Hustle or my first online side Hustle was this comparison shopping site for shoes.
Nick Loper
Where it was, it started for the, the noble purpose of well, how do I make money online? But the, the end result was it was a helpful tool. It was a helpful website to help
Side Hustle Show Guest/Co-host
people find the best price on their
Nick Loper
next pair of shoes. And that's why it worked.
Side Hustle Show Guest/Co-host
So money comes from solving problems. Another thing we talk about quite a bit on the show is the idea of pain pills versus vitamins.
Nick Loper
And I think it is quite a bit easier to sell pain pills than
Side Hustle Show Guest/Co-host
it is to sell a vitamin. Because if you think you've got this
Nick Loper
splitting headache, you're going for the Excedrin, you're going for the Tylenol right away. Versus, hey, if I forget to take
Side Hustle Show Guest/Co-host
my vitamin today, it's probably not the end of the world. Like, what's that expensive problem? What's that driving pain that you can take away from customers and solve that kind of problem? Early on, a friend of mine gave me this line. He called it the rule of the Internet.
Nick Loper
He said people are only ever online
Side Hustle Show Guest/Co-host
for one of two reasons.
Nick Loper
Number one, to solve a problem, boom. I think that's easier to play in.
Side Hustle Show Guest/Co-host
And number two, to be entertained. And if you are very entertaining, you can still play in that space. But you're competing against Mr. Beast and ESPN and HBO and like,
Nick Loper
all of this stuff.
Side Hustle Show Guest/Co-host
Versus if you can solve a very specific problem for a very specific customer, I think it would be much easier to find an audience and start making money that way. One thing that comes up a lot
Nick Loper
is the idea of competition.
Side Hustle Show Guest/Co-host
Well, somebody else is already doing my idea.
Nick Loper
Somebody else already came up with this. Somebody did it first.
Side Hustle Show Guest/Co-host
And so Jonathan Mentaunsa from Choose Fi gave me this line on the show.
Nick Loper
He said, if you can't be first, be different. In his case, he was talking about the financial independence movement, early retirement.
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He's like, look, there were already dozens
Side Hustle Show Guest/Co-host
of blogs talking about this, but there
Nick Loper
were very few podcasts.
Side Hustle Show Guest/Co-host
And so Choose Fi kind of filled that podcast void for that early retirement community.
Nick Loper
And I'll add the corollary to that. If you can't be different, be better, right?
Side Hustle Show Guest/Co-host
This is how the Internet overall improves in quality, hopefully over time.
Nick Loper
Because, well, somebody else had the same
Side Hustle Show Guest/Co-host
idea, but I can do it better. I can kind of leapfrog what's already been created.
Nick Loper
And you see this in physical products
Side Hustle Show Guest/Co-host
all the time, where it's like, oh, this already exists.
Nick Loper
Shoot. But here are some little tweaks, little improvements, little iterations that we can make
Side Hustle Show Guest/Co-host
to that to improve it over time. And I've done the same thing with website articles. Oh, shoot.
Nick Loper
Somebody already. Somebody already wrote this idea, you know, back to the drawing board. It's like, oh, wait, I can still
Side Hustle Show Guest/Co-host
add my own unique approach to this.
Nick Loper
I can be different.
Side Hustle Show Guest/Co-host
I can hopefully be better. So if you can't be first, be different. If you can't be different, be better.
Nick Loper
There's this proverb that talks about when it comes to chasing business ideas about this lion on the African savannah and says, well, it could either spend its time chasing antelopes or chasing Mice, it's going to take the same amount of effort either way. One is going to feed him for
Side Hustle Show Guest/Co-host
a week, the other he's going to still be hungry afterwards.
Nick Loper
And so I wanted you to think about this.
Side Hustle Show Guest/Co-host
When you're evaluating different opportunities, these different
Nick Loper
business ideas, like, are you going after the antelope idea or are you going
Side Hustle Show Guest/Co-host
after the mouse idea?
Nick Loper
Like, even if you work, if you succeed, if you catch the thing, is
Side Hustle Show Guest/Co-host
that really going to be worth your time?
Nick Loper
So the question is, you know, what if this works? We spent a lot of time talking about we how to minimize failure, you know, minimize risk. And I think all of that is important. But you also have to ask yourself, well, what if it works? And if it does, would that be
Side Hustle Show Guest/Co-host
a win for you?
Nick Loper
And the way to do that is
Side Hustle Show Guest/Co-host
to look at somebody who's done it
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before you, who's, you know, three or
Side Hustle Show Guest/Co-host
five years ahead of you, and say, well, what does their life look like day to day?
Nick Loper
Are they still putting in 80 hour work weeks or do they have a little more freedom and flexibility? Is there income where you would want it to be?
Side Hustle Show Guest/Co-host
And kind of evaluate different side hustle options based on what if it works?
Nick Loper
What if the thing takes off and
Side Hustle Show Guest/Co-host
is that going to be a win
Nick Loper
for me, the idea here is to
Side Hustle Show Guest/Co-host
make an asymmetric bet or several asymmetric bets, because the first thing that you
Nick Loper
try may not work and that's okay.
Side Hustle Show Guest/Co-host
But if I minimize my downside risk and swing for the big enough antelope or the big enough upside, then that's
Nick Loper
going to erase all my losses and
Side Hustle Show Guest/Co-host
I'm still going to win. So look at, look at those side hustles or those business ideas in terms of what has an asymmetric upside.
Nick Loper
And I think that's, you know, the side hustle mentality in general. There's this connotation of some entrepreneurial upside that separates it from, you know, taking
Side Hustle Show Guest/Co-host
a second job, bartending on the weekends, delivering pizzas, you know, driving for doordash, stuff like that.
Nick Loper
Where, okay, there is a, there's a
Side Hustle Show Guest/Co-host
path here where I can go beyond hours for dollars if I do this right. One phrase that I have tried to remove from my vocabulary is I don't have time or I didn't have time.
Nick Loper
And what I've been trying to replace that with is the more brutally honest
Side Hustle Show Guest/Co-host
I prioritized something else because we vote our time with our priorities and we're all dealt the same number of hours in the week. And your week might look different from
Nick Loper
mine, but there is some level of
Side Hustle Show Guest/Co-host
truth to that, where you have to look in the mirror and say what did I prioritize? Did I prioritize watching Netflix? Did I prioritize doom scrolling social media? Did I prioritize spending time with my kids?
Nick Loper
Nobody's going to fault you for that,
Side Hustle Show Guest/Co-host
but you need to be honest with you and stop saying I don't have time.
Nick Loper
The time is there, but you got
Side Hustle Show Guest/Co-host
to figure out the priorities. And maybe the helpful framework that I've
Nick Loper
heard is kind of think of the
Side Hustle Show Guest/Co-host
bookends of your days, first thing in the morning, last thing before bed, and
Nick Loper
try and carve out some level of consistency. Maybe it's 15 minutes, maybe it's half
Side Hustle Show Guest/Co-host
an hour, but doing it and being dedicated and deliberate about it and try to move the ball forward on your own agenda, on your own proactive stuff before reacting to other people's problems and putting out fires and dealing with the rest of life's responsibilities. The time is there and if you dedicate to it, if you really make it a priority, more hard won side Hustle advice coming up right after this
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Nick Loper
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Nick Loper
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Nick Loper
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Nick Loper
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Side Hustle Show Guest/Co-host
Okay, let's say you've got your side hustle idea now and it comes to kind of this validation stage or testing phase. And I want to share this phrase, bullets before cannonballs, which comes from the book Good to Great by Jim Collins.
Nick Loper
And he talks about these companies when they have a new initiative, they have a new idea, they want to test
Side Hustle Show Guest/Co-host
it on a really low risk calibration stage. This is the firing bullets, like low cost. Okay. You can buy a, you know, box, you don't buy the dozen, right?
Nick Loper
And I'm going to kind of calibrate, Calibrate.
Side Hustle Show Guest/Co-host
Okay, Boom. We hit.
Nick Loper
Now that we're lined up, that's when
Side Hustle Show Guest/Co-host
we're going all in. That's when we're going to fire the cannonball. In my case, this was, you know, direct link text ads on Google, you know, Google Ads for a budget of a dollar a day. Starting out, those were my bullets before I felt comfortable investing in having this whole shoe shopping website built out. That was the Cannonball. So what is it in your side hustle in your business idea where you can kind of find the low cost validation before going all in?
Nick Loper
For a lot of people there's this hesitation to get going.
Side Hustle Show Guest/Co-host
Well, I don't know enough.
Nick Loper
They have this imposter syndrome and it never really goes away. The only cure for imposter syndrome is doing the work. So I want to propose this idea
Side Hustle Show Guest/Co-host
of just in time learning.
Nick Loper
This is not knowing everything that you could possibly ever need to know about
Side Hustle Show Guest/Co-host
the thing, but knowing just enough to take step one and figuring out step two through 10 as you go. In fact, there's a whole book on the, on the shelf behind me from
Nick Loper
Pat Flynn called Lean Learning, which talks
Side Hustle Show Guest/Co-host
about this exact idea I don't.
Nick Loper
You almost don't want to know what
Side Hustle Show Guest/Co-host
you don't know, and you just want to know just enough to do the thing and then when the next you know, you're going to bump up against the ceiling of your ability or the bump up against the, you know, next problem and hurdle. Okay, I'll figure it out then.
Nick Loper
And have the confidence to that you
Side Hustle Show Guest/Co-host
are able to figure it out. This is probably the most important skill for entrepreneurs, is the skill of learning new skills because it never really goes away. So this idea of practicing just in time, learning has been really helpful for me.
Nick Loper
The other important thing is that you've
Side Hustle Show Guest/Co-host
got to get started before you can get good. In Arnold Schwarzenegger's book, he talks about this idea of reps, reps, reps. And
Nick Loper
that one really hit home for me
Side Hustle Show Guest/Co-host
because I feel the same way with the Side Hustle show. Whereas, you know, 50 episodes before, I've felt more comfortable behind the mic. It was reps, reps, reps putting in
Nick Loper
the work, being maybe a little bit
Side Hustle Show Guest/Co-host
cringe, and trying to improve your craft.
Nick Loper
The other thing that stood out to
Side Hustle Show Guest/Co-host
me in that book was, you know,
Nick Loper
for weightlifters, for bodybuilders, failure is 100% normal.
Side Hustle Show Guest/Co-host
It is a daily occurrence.
Nick Loper
We have to train to, to the
Side Hustle Show Guest/Co-host
point of failure to build the muscle that we want. And that one hit home for me because it's like we kind of shy away from failure. But in certain fields, like, no, that's
Nick Loper
just a part of the game.
Side Hustle Show Guest/Co-host
It's like a ticket to entry in a way. And looking at failure not as a, you know, I'm an abject failure. It's just, well, that little thing failed. And I know I'm going to be
Nick Loper
stronger because of it because I'm going
Side Hustle Show Guest/Co-host
to take the lessons into the next thing. When my brother and I were kids and we'd be helping dad out with projects around the house, he would give us permission to help out and hammer in nails here and there.
Nick Loper
And he had this line, it's not a piano.
Side Hustle Show Guest/Co-host
And what he meant by that was, it doesn't have to be perfectly aligned. If you bend a nail, if you give him a little dent in the wood, it's not the end of the world.
Nick Loper
And that stood out to me. It's not to say he didn't care about quality.
Side Hustle Show Guest/Co-host
He cared about doing a good job for sure.
Nick Loper
But it was the idea that perfection
Side Hustle Show Guest/Co-host
is the enemy of good enough.
Nick Loper
And I think back to that first
Side Hustle Show Guest/Co-host
shoe site and the idea of the
Nick Loper
first version of the site.
Side Hustle Show Guest/Co-host
I'll see if I can bring it up on the Wayback machine.
Nick Loper
Not the greatest looking thing, right? It's kind of like, well, I'm a little bit embarrassed to show people when they ask about my side project. And it brings back this Reid Hoffman
Side Hustle Show Guest/Co-host
line of, well, if you're not embarrassed
Nick Loper
by the first version of your product,
Side Hustle Show Guest/Co-host
you launched too late. So keep that in mind. Perfection is the enemy of good enough. You can kind of improve as you go and you'll learn as you go. When it comes to marketing your product, one of the most common themes on the show is to go where the cash is already flowing. We've called this the buy buttons theory. What?
Nick Loper
Where are the platforms where you can
Side Hustle Show Guest/Co-host
put your buy button and make it easy for customers to do business with you? Comes for services, comes for products. And in terms of services, we've seen people kind of shortcut the marketing channels
Nick Loper
by going direct to these kind of
Side Hustle Show Guest/Co-host
strategic referral parts partners. So the marketing question you have to
Nick Loper
ask is, who are my target customers
Side Hustle Show Guest/Co-host
already doing business with? I think this was first introduced to me by Daniel DiPiazza Years and years ago where he had this tutoring business and he's working for this tutoring company
Nick Loper
making 18 bucks an hour.
Side Hustle Show Guest/Co-host
Meanwhile, they're charging the customers like 100 bucks an hour. So he's like, well, what if I put on this group class about SAT prep or something? So he goes to these guidance counselors and hands out flyers and markets this class and fills up the se, you know, 30 seats or something at his same. I forget what his rate was, but
Nick Loper
it exploded his hourly rate from $18
Side Hustle Show Guest/Co-host
an hour to $1,000 an hour for that, you know, three hour session or whatever. He was doing this test prep thing by kind of going direct to the source. So think of the lead fountains. Who are the steady stream of people my customers are already doing business with.
Nick Loper
How can I get in front of
Side Hustle Show Guest/Co-host
them in a helpful or complimentary way where it's like, we're not competitors, but we could, we could help each other out. Another example was Carter Osborne. He had a college essay admissions consulting business.
Nick Loper
And his strategic partner, the one that kind of took off the business was,
Side Hustle Show Guest/Co-host
you know, somebody who was a broader college admissions consultant person who just didn't
Nick Loper
like doing the essay work. So he became kind of almost a
Side Hustle Show Guest/Co-host
white label partner underneath, underneath her business. So that was really cool. My wife has done this in her photography business where it's just, you know, the wedding venues were their brides, the brides being their target customers. But the wedding venues are kind of the strategic referral partners here.
Nick Loper
Well, what does it take to get on your preferred vendors list?
Side Hustle Show Guest/Co-host
Well, we need to see your portfolio and, you know, proof of insurance in some cases. It was really that simple. So again, think of those buy buttons where, how can you get in front of your target customers? In the case of the side Hustle show, it was guesting on a lot of personal finance related podcasts where the common themes were saving and budgeting and frugal living. And I was fun for me to come on and be like, well, let's talk about the revenue side of the equation. You know, how can you increase the income?
Nick Loper
How can you, what are the creative
Side Hustle Show Guest/Co-host
ways you can do to make extra money? And that really resonated with that audience and helped me grow, grow the show.
Nick Loper
Similarly, we talk a lot about filling
Side Hustle Show Guest/Co-host
demand versus creating demand.
Nick Loper
This is kind of the online business
Side Hustle Show Guest/Co-host
equivalent of skating where the puck is going versus trying to you create demand from scratch. And so this is practicing good search engine optimization.
Nick Loper
This is kind of figure, well, what
Side Hustle Show Guest/Co-host
are people looking for that I can help out with versus trying to like,
Nick Loper
well, I came up with this cool idea for this brand new thing that nobody knows exists.
Side Hustle Show Guest/Co-host
And I don't know, I mean, it's
Nick Loper
really, it's cool if you can do that.
Side Hustle Show Guest/Co-host
That's kind of the Steve Jobs and the Henry Fords of the world. But for side hustles, or side hustles in particular, probably easier to try and get in front of some demand that already exists. And that's why you hear so many guests reference, oh, I use this keyword research tool to find, oh, it had
Nick Loper
this search volume, it had this level of competitiveness.
Side Hustle Show Guest/Co-host
That's what I was going to go create my product about, or that's what I was going to create my content about, my video, my article about to fill that existing demand versus, you know, what I did for years and years in the early days of the site was like, I want to write, I'm
Nick Loper
going to write the article that I want to write, paying zero attention to
Side Hustle Show Guest/Co-host
SEO and getting close to zero traffic as a result. So don't do what I did and try and get in front of that demand in a, in a more strategic way.
Nick Loper
As you're building your business, there's this tendency to all of a sudden see
Side Hustle Show Guest/Co-host
all the different potential directions you could go. The shiny objects that are out. And from my seat as the host of the Side Hustle show, it's especially dangerous because that to me is the mark of A good episode when I hang up the call being like, well, dang, how come I don't have a billboard on the side of the highway? Or why don't I have a vending machine route? Or I could probably, you know, start that business. If I'm saying that I know it's going to be a hit, but it can be dangerous too. And so the advice for side hustlers is this idea of simplicity first, diversification second. Find one, offer one marketing channel, one target customer that's working before you go out and expand into channel number two, offer number two, et cetera. We had the advice from Brian Feroldi recently. It is better to be excellent at one platform, and in his case he started with Twitter or X, than it is to be mediocre at 10 different platforms. There's a lot of pressure to, you know, quote, unquote, be everywhere and cast a wide net. And with AI and content repurposing, like, you can do it, but I don't know if you can do it well. And so his advice was like, look,
Nick Loper
master the first thing, get it working,
Side Hustle Show Guest/Co-host
get it spinning in your favor and then go do that for a second platform, do that for a third platform. One thing that it took me a while to realize was, look, nobody else is going to do it for you. I would have items that would sit on my to do list, you know, soon after, you know, quitting my job and becoming a, you know, full time
Nick Loper
entrepreneur, it would sit on my to do list and, and it would be
Side Hustle Show Guest/Co-host
there week after week after week. And eventually it kind of hit me
Nick Loper
like, dude, it's on you to move this thing forward.
Side Hustle Show Guest/Co-host
Nobody else is going to do it for you. And that is both the appeal of entrepreneurship.
Nick Loper
I want to call my own shots, I want to be my own boss,
Side Hustle Show Guest/Co-host
but also the realization of, now I got to call my own shots. Nobody else is going to come up with my priority list and I got to do it.
Nick Loper
If I want to make progress, it's
Side Hustle Show Guest/Co-host
going to be on me. And for some people, that that can be a real challenge. I was at this conference early on, and this was for the shoe business, where the speaker gets up and he starts talking about outsourcing and delegation.
Nick Loper
And the punchline is really to work
Side Hustle Show Guest/Co-host
on your business instead of in it.
Nick Loper
So, yes, nobody else is going to do it for you, but there's also
Side Hustle Show Guest/Co-host
probably stuff that you don't need to be doing yourself. And so if you can build the recipe, if you can build the repeatable process, somebody else could take that off your plate. And I'm super grateful for the side Hustle nation team members at this point.
Nick Loper
In fact, this spun off a whole
Side Hustle Show Guest/Co-host
separate business of mine. It's called virtual assistant assistant that ran for 9ish years, like 2011 to 2020. And it was the idea, well, I needed help in the shoe business, and I had some curiosity and questions around, well, how do I hire somebody?
Nick Loper
I don't really want somebody coming over and working at my kitchen table. I've heard of these remote outsourced companies,
Side Hustle Show Guest/Co-host
but are they legit? Are they going to steal my ideas?
Nick Loper
I had every question in the book, how does it work in terms of tax?
Side Hustle Show Guest/Co-host
So created this directory that was, you know, kind of a fun ride to be on the up and, you know, on the growth curve of the outsourcing industry.
Nick Loper
But the main idea is, if you
Side Hustle Show Guest/Co-host
find yourself working in the weeds day after day, kind of in maintenance mode in the business, it's like trying to elevate yourself, trying to, like, take a moment to sharpen the saw instead of chopping down trees to work on the business rather than just in it to be the business owner and not just the business doer.
Nick Loper
And when it comes to selling your
Side Hustle Show Guest/Co-host
product or service, don't sell the product or service. You got to sell the transformation. That's what customers are really buying.
Nick Loper
How is it going to make them feel? How is it going to make them
Side Hustle Show Guest/Co-host
be a different person after the end of consuming your product or service?
Nick Loper
Like, how is it going to remove
Side Hustle Show Guest/Co-host
their pain or improve their life in some way? This comes from my friend Jacques Hopkins from piano.
Nick Loper
In 21 days, he's like, the product
Side Hustle Show Guest/Co-host
is this piano course.
Nick Loper
Learn how to play piano.
Side Hustle Show Guest/Co-host
But the transformation is, oh, in three weeks, you're telling me I can learn how to play my favorite songs on the piano and impress my friends at parties.
Nick Loper
And that sounds really cool. And because of that, he's able to command like 500 to $1,000 for this piano course.
Side Hustle Show Guest/Co-host
It's really, really cool idea of selling the transformation and not the product. Maybe you've seen the example of, like, the old school Mario video game where the product is the mushroom, but the transformation is, oh, now all of a sudden, I can jump higher, I'm twice as tall, I can break through bricks, right? It's like, what is the transformation that your product really offering? Another marketing lesson that I want to share is that businesses often live in this difference, this spread between lifetime value and the cost to acquire a customer. LTV versus cac. And as you spend more and More
Nick Loper
time in your business, you're going to
Side Hustle Show Guest/Co-host
get a better sense of, well, what is the lifetime value of my customer? Is this a one off purchase? Is this a recurring service that they're going to buy month after month after month? In which case we had a pooper
Nick Loper
scooper business on the, on the show recently where he said his lifetime value of a customer could be as high
Side Hustle Show Guest/Co-host
as $3,000 because it's a very sticky service. Like as long as that dog is
Nick Loper
doing his business in the backyard and they get used to paying for your
Side Hustle Show Guest/Co-host
service, they're going to keep coming back week after week after week. And so if he could acquire customers
Nick Loper
for way less than $3,000, kind of
Side Hustle Show Guest/Co-host
the spread is where your profit lies. And you can kind of, if I
Nick Loper
can acquire a $3,000 customer for 100
Side Hustle Show Guest/Co-host
bucks, I'm going to make that trade all day long through meta ads, through Google Ads, through referral relationship, whatever channel that you want to do. We've seen it in E Comm as well, where it's like, okay, my product sells for $35. People on average buy a new thing every six months. And so the LTV is a hundred bucks. So we go out and acquire customers for 20. We'll make that trade all day long. So this is kind of a call to get a better understanding of your
Nick Loper
unit economics and the numbers kind of
Side Hustle Show Guest/Co-host
that drive your business in terms of
Nick Loper
what is, what's a customer really worth,
Side Hustle Show Guest/Co-host
not just in terms of revenue, but in terms of profit margin on that as well.
Nick Loper
The next idea that I want to
Side Hustle Show Guest/Co-host
present is if there is a shortcut, it's mentorship. This is tapping into the knowledge of somebody else who has walked the path ahead of you. Because you can absolutely learn everything that you need to do on your own
Nick Loper
through trial and error, through consuming content, through figuring it out.
Side Hustle Show Guest/Co-host
Right.
Nick Loper
I think that's a really important skill.
Side Hustle Show Guest/Co-host
If there's a shortcut, it's mentorship. And we've seen this from so many guests where, oh, I invested in this person's course or I bought into their program and I accelerated my learning curve. That's what it is. It's an accelerated way to figure something out and get it done. And I was hesitant to do this for a long time. Being a very frugal person. It's like, I don't know, I could
Nick Loper
probably figure it out.
Side Hustle Show Guest/Co-host
And it's like, okay, once I realized,
Nick Loper
like, like, no, you could save months
Side Hustle Show Guest/Co-host
off of your timeline by just following somebody else's recipe and tapping into their expertise. It's a much more a much faster way to go if you have the means to get that done that way.
Nick Loper
And sometimes mentorship can even come for free. We had a guest on recently who
Side Hustle Show Guest/Co-host
cold LinkedIn message, the CEO founder of Petsmart.
Nick Loper
He had a pet product business and a couple weeks later he gets this
Side Hustle Show Guest/Co-host
call out of the blue from a
Nick Loper
phone number he doesn't recognize.
Side Hustle Show Guest/Co-host
Like hey, this is Jim from petsmart. I got your note and it was like wow, some people really are willing to give back in that way. So I thought that was really cool.
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Side Hustle Show Guest/Co-host
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Side Hustle Show Guest/Co-host
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Nick Loper
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Nick Loper
So I google up the part number, I find this random store that is
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Side Hustle Show Guest/Co-host
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Nick Loper
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Side Hustle Show Guest/Co-host
One line that was given to me early on in the show, probably in its second year, was this idea that opportunities become visible once you're in motion.
Nick Loper
And at the time I kind of dismissed it as, yeah, it's a little hippie woo woo kind of stuff. But I've seen it come true over
Side Hustle Show Guest/Co-host
and over and over again. It's this idea that that action breeds action and action breeds conversations. You improve your network. And that idea, that conversation with somebody
Nick Loper
else sparks this next idea.
Side Hustle Show Guest/Co-host
Going back to the virtual assistant business,
Nick Loper
I was working on a completely unrelated
Side Hustle Show Guest/Co-host
side project in the wine space, which I had no business being in. I don't know anything about wine, don't
Nick Loper
really drink wine, don't really care anything about wine. But it was for whatever reason, that's
Side Hustle Show Guest/Co-host
what I was trying to build this wine or I came across this wine club review site and I looked up some of their affiliate programs and it's
Nick Loper
like, oh, this site is probably making pretty money. It was ranking, making good money.
Side Hustle Show Guest/Co-host
It ranked well for, you know, such and such wine club keyword plus review or plus reviews. I was like, oh, that's really interesting. What could I pivot that to, right? We talked about rip, pivot and jam, rip.
Nick Loper
Taking somebody else's business idea, pivoting to
Side Hustle Show Guest/Co-host
your own niche, your own expertise, like whatever you're curious or obsessed about. And then Jamie, go and do the work, right? Do the hustle. And in my case, it was like
Nick Loper
using the exact same, you know, WordPress
Side Hustle Show Guest/Co-host
theme as the wine club review site to build out the first version of the virtual assistant review site. And it was a clear pivot that ended up working out really well. So that is something that I was excited about.
Nick Loper
It was an opportunity that became visible
Side Hustle Show Guest/Co-host
once I was in motion.
Nick Loper
Had I never, you know, built this silly looking wine site, never would have
Side Hustle Show Guest/Co-host
come across that opportunity. And it's true. It's come up over and over again from so many guests. The business that they start with is often not the business that they end up doing, but it's what, it's what got the ball rolling. We have a line in our house, my wife and I, where we say the weather in Turkey and where it came from was we had this upcoming trip to Istanbul and I'm looking ahead at the 10 day forecast and I'm like, oh shoot, it looks like it's going to rain while we're there. And she's like, whatever. It's like, we're not canceling the trip, right?
Nick Loper
It's, it's the weather in the weather
Side Hustle Show Guest/Co-host
in Turkey, you know, it's a call to control the controllables, right?
Nick Loper
I could bring a rain jacket, but
Side Hustle Show Guest/Co-host
I'm probably not going to cancel this trip, right? There's a line where, you know, you,
Nick Loper
you can't stop the waves, but you
Side Hustle Show Guest/Co-host
can learn how to surf.
Nick Loper
It is a call to control the
Side Hustle Show Guest/Co-host
elements of your business that you have control over and doing your best to
Nick Loper
weather the storms that come your way,
Side Hustle Show Guest/Co-host
but recognizing that sometimes stuff just happens, right? And I have told the story before
Nick Loper
of literally my first day of self
Side Hustle Show Guest/Co-host
employment after I gave my notice at work and turned in the keys to my company car. That's the day that Google decides to shut down my advertising account that the
Nick Loper
shoe business relied on.
Side Hustle Show Guest/Co-host
And it was like, okay, you go through the seven stages of anger and denial and ultimately acceptance and saying, well, what can I control here? Okay, I can control the landing pages, I can make some improvements based on what I think they might want to see. And ultimately it was definitely a stressful summer and kind of an expensive one in redeveloping a lot of the site. But ultimately they came back and said,
Nick Loper
okay, you know, we made an error,
Side Hustle Show Guest/Co-host
you know, you're good to go. The ad account is back on. So it was an example of, okay, their decision is somewhat outside of my control, but I can control the user experience on the site and hopefully get it back into their good graces and be able to run that business for several more years. The next idea I want to present is this one called sharpen your pencil. And this comes from my dad when he'd be helping me with homework as a kid and he'd come over to the kitchen table and be like, look at this thing go.
Nick Loper
Sharpen your pencil.
Side Hustle Show Guest/Co-host
You can't do good work with a dull pencil. It's like, come on, just help me out with this math problem, Whatever, it doesn't matter. He's like, no, no, no. The tools you work with, with matter. And this is kind of the call to get a little bit better every day. It is looking for that 1% improvement, that slight optimization, that better, smarter, faster way to get things done. My virtual assistant, back in the day, we were, you know, writing out hundreds of text ads for these specific models of shoes. And she's like, whoa, have you heard of this little text expander app as a like, no, what's that? She's like, oh, let me show you.
Nick Loper
It accelerates things.
Side Hustle Show Guest/Co-host
Oh, and by the way, you know,
Nick Loper
there, these campaigns are kind of slow
Side Hustle Show Guest/Co-host
to load because there's so many products in there.
Nick Loper
What if you kept four different tabs
Side Hustle Show Guest/Co-host
open and, you know, now we can
Nick Loper
do this four times. It's like just these little micro improvements
Side Hustle Show Guest/Co-host
are the equivalent of sharpening the pencil in my case. And try and think of other examples when it comes to the podcast, like little workflow improvements and right now building out kind of mini AI agents to
Nick Loper
do certain parts of the process for me. It's like even after 13 years of doing it, it's like there's still little
Side Hustle Show Guest/Co-host
performance improvements, there's still little ways to sharpen the pencil every day. And I think you'll find the same in your business. A lot of entrepreneurs have the tendency to reinvest almost everything back into their business. And you see this a lot in E commerce because we have something that hits well, I need more inventory and I've got all my capital tied up in inventory and growth, sometimes for years.
Nick Loper
And so the idea that I want
Side Hustle Show Guest/Co-host
to present is it's okay, take some chips off the table. Nobody ever went broke taking a profit and in my case, trying to reinvest
Nick Loper
some of the earnings back into the business, of course, because it's probably the
Side Hustle Show Guest/Co-host
best ROI that you're ever going to see. If you can get something that's compounding 20, 30, 50% a year, like, you'd be crazy not to feed that machine a little bit. But at the same time, like trying to take some chips off the table and invest that into, you know, dividend paying stocks, into real estate, into something where if I can get paid once, I want to make that dollar work for me over and over again, sometimes it's going to be a very small percentage, but like socking a little bit of that away and trying to stack up some truly passive cash flow in that way. So that's my call to take some chips off the table. When it makes sense. And for me, maybe the example was selling the virtual assistant assistant site in 2020. It was like my time to work on it had kind of diminished. And it's like, okay, you know, I don't want to see it start to decline, so be a good time to hand off the reins to the next owner, to the next buyer. One question that comes up quite a bit is, how do you know when it's time to throw in the towel on a side hustle?
Nick Loper
And the answer for me has historically
Side Hustle Show Guest/Co-host
been, when you come to dread the work, the last thing that you need is a second job that you hate that you really don't look forward to doing.
Nick Loper
And there's a fine line between kind of like pushing through the tough parts
Side Hustle Show Guest/Co-host
and, okay, not every day is going
Nick Loper
to be rainbows and unicorns.
Side Hustle Show Guest/Co-host
But.
Nick Loper
But if you start to see a
Side Hustle Show Guest/Co-host
pattern where you're like, this is not enjoyable. I'm not seeing the results that I want. You don't need this in your life, right?
Nick Loper
There's business ideas are like buses.
Side Hustle Show Guest/Co-host
There's always another one coming. So I think it's totally fine. There's the.
Nick Loper
Well, quitters never win, and winners never quit. It's like, winners quit all the time, right? If something is not serving you, it's
Side Hustle Show Guest/Co-host
totally okay to quit that or even put it on pause, put it on the back burner, and try and figure out the next stage.
Nick Loper
So just want to put that out there as permission to not kind of work yourself.
Side Hustle Show Guest/Co-host
Paint yourself into a corner where, you know, I'm. Now I'm trapped doing this thing where it's like, no, you're.
Nick Loper
You're still in the driver's seat, and
Side Hustle Show Guest/Co-host
if it's not serving you, it's okay. Put a pause to throw in the towel or to say, okay, I'm going to pivot. I'm going to try something else. One of my most important side hustle habits is this practice.
Nick Loper
Kind of.
Side Hustle Show Guest/Co-host
Kind of a nightly. I done this exercise. What did I get done today? Did I do work that mattered?
Nick Loper
Give yourself permission to celebrate some wins and some progress along the way, because
Side Hustle Show Guest/Co-host
entrepreneurship can be a lonely road, right? And nobody else knows what you're going through.
Nick Loper
And so you kind of want to
Side Hustle Show Guest/Co-host
take stock of, okay, I checked this off my list. I got this off my list.
Nick Loper
This was important to me.
Side Hustle Show Guest/Co-host
I got this done. And being really intentional, both on that progress side what did I do? And also, for me, really important, is to say, what am I going to do tomorrow? That way I know exactly what to do? Because yesterday Nick told me so in what order? Even before I start reacting to somebody else's agenda, like what am I going to do proactively for me and my business before kind of going into reactive mode.
Nick Loper
So tracking your progress and then taking
Side Hustle Show Guest/Co-host
a moment for gratitude. This is all stuff that I have baked into my three question journal. It's what did I get done today? What am I grateful for and what are my top priorities for tomorrow?
Nick Loper
What am I going to do tomorrow
Side Hustle Show Guest/Co-host
to win the next day? And John Lee Dumas gave the line, you win tomorrow, today. And it was kind of the same idea of doing a little bit bit of advanced planning because the to do list is never done right. And that's kind of one of my struggles as an entrepreneur.
Nick Loper
There's always more ideas than there are
Side Hustle Show Guest/Co-host
hours in the day. But trying to be intentional, okay, this is what I think I get done. These are my most important things to go ahead. So be intentional about celebrating your wins and making some progress.
Nick Loper
And finally, I think the goal is
Side Hustle Show Guest/Co-host
to find a side hustle where you can have a goal in mind. Of course, I think it's important to set the GPS where you want to go, but then also appreciate the day to day journey. The journey really is the destination. You know, finding work that you enjoy. We've heard that the secret to happiness is meaningful work plus meaningful relationships plus a sense of progress. A journey toward mastery. Like getting better at your craft. Like Joe Salsihai from Stacking Benjamin's. He always gives me this line of, you know, I'm embarrassed by the work I did a year ago and a year from now I hope to be embarrassed by the work that I did today. But he's on that journey that every day I get to do work that I love. And yes, there's a destination in mind. This is what I want in terms of financial goals for my family or you know, an end goal for my customers. But along the way I'm going to enjoy the moment. I'm going to take a moment to look around and appreciate that this is pretty cool that we get to do this kind of work. So really appreciate you tuning in. If you find any value in the show, the greatest compliment is to share it with a friend.
Nick Loper
So find fire off that text message.
Side Hustle Show Guest/Co-host
We'll let them know about it. Thanks so much for watching and make sure to subscribe for more money making ideas. Cheers.
The Side Hustle Show — Episode 732 Summary
Host: Nick Loper
Date: April 6, 2026
Theme: Drawing on 24 years of entrepreneurship, Nick Loper delivers a rapid-fire masterclass in practical, mindset-changing, and deeply actionable side hustle lessons. This episode distills two decades of hard-won wisdom from both Nick and his most memorable guests.
Over 41 minutes (ads excluded), Nick Loper surveys the most impactful guidance gleaned from his own journey and from hundreds of Side Hustle Nation guests. The focus: practical strategies, tested frameworks, recurring entrepreneurial pitfalls, and the psychology behind resilient, profitable side hustling—so listeners can move from idea to money-making action.
"You got to understand that inspiration is temporary. So do everything you can to build some positive momentum as quickly as you can before that inspiration expires." — Nick Loper (02:14)
"If you don't have something you're undyingly passionate about...maybe you can follow your curiosity." — Nick Loper (04:08)
"It's quite a bit easier to sell pain pills than it is to sell a vitamin." — Nick Loper (06:49)
"If you can't be first, be different. If you can't be different, be better." (08:45)
"We vote our time with our priorities and we're all dealt the same number of hours in the week." — Nick Loper (11:04)
"You've got to get started before you can get good." — Nick Loper (16:28)
"It is better to be excellent at one platform...than it is to be mediocre at ten different platforms." — Nick Loper, citing Brian Feroldi (23:07)
"Opportunities become visible once you’re in motion." — Nick Loper (32:12)
"Winners quit all the time, right? If something is not serving you, it's totally okay to quit that or even put it on pause." — Nick Loper (39:09)
"You win tomorrow, today." — John Lee Dumas (40:42)
"The journey really is the destination...take a moment to look around and appreciate that this is pretty cool that we get to do this kind of work." — Nick Loper (41:12)
On action & momentum:
"Momentum breeds momentum and momentum breeds results." — Side Hustle Show Guest/Co-host (02:40)
On failure:
"For weightlifters, for bodybuilders, failure is 100% normal. It is a daily occurrence." — Nick Loper (16:57)
On time:
"We vote our time with our priorities and we're all dealt the same number of hours in the week." — Nick Loper (11:04)
On launching:
"If you're not embarrassed by the first version of your product, you launched too late." — Nick Loper, citing Reid Hoffman (18:10)
On mastery:
"I'm embarrassed by the work I did a year ago and a year from now I hope to be embarrassed by the work that I did today." — Joe Salsihai, as cited by Nick Loper (41:12)
Nick Loper’s characteristic mix of encouragement, humility, practical realism, and dry humor comes through clearly—especially in lines like:
"Business ideas are like buses. There’s always another one coming along."
and
"Nobody else is going to do it for you."
This episode is a treasure trove for anyone wishing to side hustle smarter. It’s an honest, actionable, and inspiring review of what works and what to watch for, from a leader with the long-view who isn’t afraid to talk failure, fear, and the unglamorous daily grind—as much as he celebrates entrepreneurial wins.
Share this episode with a would-be or current side hustler—it's the “ultimate highlight reel” of Side Hustle Nation’s best advice.